Jm. Jansen et al., SEMIPREPARATIVE ENANTIOMERIC SEPARATION OF A SERIES OF PUTATIVE MELATONIN RECEPTOR AGENTS USING TRI-ACETYLCELLULOSE AS CHIRAL STATIONARY-PHASE, Chirality, 6(7), 1994, pp. 596-604
In order to obtain milligram amounts of the enantiomers of a series of
compounds to be tested for binding to the melatonin binding site, a s
ystem for semipreparative enantiomeric separation was set up using tri
-acetylcellulose as the chiral stationary phase. Interactions of this
class of compounds with tri-acetylcellulose were examined on an analyt
ical scale with a series of 20 compounds. Apparently, both steric and
electrostatic interactions determine retention behavior on tri-acetylc
ellulose. Semipreparative separations were carried out for a subset of
seven compounds. The purity of the first eluting enantiomer usually w
as around 99%, whereas the purity of the second eluting enantiomer was
slightly less. The system described is easy to use and has the major
advantage that a series of compounds can be separated with one techniq
ue. The purities obtained are sufficient for a first screen of their a
ffinity. (C) 1994 Wiley-Liss, Inc.